Siesta Key Homes under $750,000

Siesta Key Homes under $750,000

Welcome to Siesta Key, Florida – a stunning barrier island renowned for its powdery white sand beaches and vibrant coastal lifestyle. Nestled in Sarasota County, Siesta Key is a tropical paradise that combines the charm of a small beach town with the sophistication of a bustling community. With its breathtaking sunsets, crystal-clear waters, and an array of recreational activities, Siesta Key is the perfect place to call home.

For those looking to invest in this idyllic locale, you’ll be delighted to discover that there are beautiful homes available for under $750,000. Whether you're searching for a cozy beach cottage, a modern condo with ocean views, or a spacious family home, Siesta Key offers a diverse selection of properties that cater to various lifestyles and budgets.

Imagine waking up to the sound of waves lapping at the shore, enjoying morning coffee on your private balcony, or strolling along the beach at sunset. The community is not only known for its stunning natural beauty but also for its friendly atmosphere, with local shops, restaurants, and vibrant nightlife just minutes away.

Siesta Key is also home to excellent schools, parks, and recreational opportunities, making it an ideal place for families and retirees alike. With the real estate market thriving and a variety of homes available, now is the perfect time to explore what Siesta Key has to offer. Dive into the coastal living experience and find your dream home in this enchanting Florida paradise!

Newest Siesta Key Homes under $750,000

8911 Midnight Pass Road Unit 511, Sarasota
$385,000
1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
TOP-FLOOR LIVING WITH BREATHTAKING INTRACOASTAL WATER VIEWS! Wake up to spectacular sunrises and enjoy sweeping, unobstructed views of the Intracoastal Waterway from this beautifully situated, turnkey furnished one-bedroom, one-bath condo in the desirable Sunrise Cove community on Siesta Key. Perched on the top floor, this inviting coastal retreat offers an exceptional vantage point to take in the sparkling waters, passing boats, and stunning natural beauty that make island living so special! The bright and welcoming living space flows seamlessly into a Florida room, where the amazing water views take center stage. This versatile space also features a built-in Murphy bed, providing comfortable additional sleeping accommodations for family and guests. The spacious primary bedroom offers a generous walk-in closet, while the updated bathroom adds to the home's comfort and appeal. Offered turnkey furnished, this condo is ready for you to move right in and start enjoying your own little piece of paradise! Sunrise Cove offers an impressive array of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, a fitness center, game room, and waterfront docks available to lease for a nominal fee on a first-come, first-served basis. Recent community improvements include new roofs, docks, and carports, adding to the appeal of this waterfront community. LOCATION, LOCATION, LOCATION! Situated directly across from beautiful Turtle Beach, you'll enjoy easy access to Siesta Key's famous white-sand beaches and the relaxed island lifestyle. You're also just steps from waterfront dining at Ophelia's on the Bay and Turtles on the Bay. Hop aboard the free Siesta Key Breeze trolley for convenient access to the shopping, dining, and entertainment of Siesta Key Village. With on-site management and a 30-day minimum rental policy, Sunrise Cove offers flexibility for seasonal owners and those seeking rental income potential. Whether you're searching for a winter getaway, an investment opportunity, or a full-time island residence, this top-floor waterfront condo offers incredible views, a fantastic location, and the opportunity to experience the very best of Siesta Key living! Your little piece of paradise awaits!

8911 Midnight Pass Road Unit 511, Sarasota
5830 Midnight Pass Road Unit 8, Sarasota
$429,000
1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

5830 Midnight Pass Road Unit 8, Sarasota
6285 Midnight Pass Road Unit 406, Sarasota
$749,000
2 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.

6285 Midnight Pass Road Unit 406, Sarasota
1229 Moonmist Circle Unit P6, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Sarasota
1250 N Portofino Drive Unit 304, Sarasota
$394,000
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.

1250 N Portofino Drive Unit 304, Sarasota
5600 Beach Way Drive Unit 207, Sarasota
$739,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION! This beautifully updated 2 bed, 2 bath home, ideally located directly across from world-famous Siesta Key Beach. Offering views of the pool, lush landscaping, and a partial ocean view, this gorgeous turnkey furnished residence combines a relaxed coastal setting with an exceptional location. The thoughtfully updated interior features luxury vinyl plank flooring throughout and a stunning kitchen with custom cabinetry, quartz countertops, a subway and mosaic-style backsplash, and a center island with convenient breakfast seating. The defined dining and living areas provide a comfortable space for both everyday living and entertaining, with sliding glass doors extending the living space onto the balcony and bringing the outdoors in. The primary suite offers an ensuite bath, walk-in closet, and its own sliders leading to the balcony. The spacious guest bedroom includes a Murphy bed cabinet, providing flexibility for guests when needed, along with a second full bath. Benefiting from hurricane impact windows for peace of mind this tastefully decorated home is ready to enjoy from day one! Step outside and enjoy the peaceful surroundings from the private balcony or take advantage of the unbeatable location just across from Siesta Key Beach. Stroll to the Village for its lively music, dining, and shopping, or hop aboard the free beach trolley for an easy way to explore the island. With Sarasota's downtown arts, culture, dining, and entertainment just a short drive away, along with the boutiques, restaurants, and waterfront atmosphere of St. Armands Circle, this property offers the perfect balance of beach living and convenience. Whether you're looking for a vacation home, a place to escape and enjoy the Florida lifestyle, or an investment opportunity, this inviting Siesta Key residence offers a wonderful combination of location, updates, and relaxed coastal living.

5600 Beach Way Drive Unit 207, Sarasota
4822 Ocean Boulevard Unit 8B, Sarasota
$649,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
Sweeping water views across Big Pass to the Gulf of Mexico and year-round sunsets set the stage for this oversized 2-bedroom, 2-bath residence in Siesta Towers on Siesta Key. A rare 40+ foot-long balcony stretches across the residence, while inside, 1,435 square feet, generously sized rooms and a flexible floor plan offer endless possibilities to create your own coastal retreat. Similar floor plans have been reimagined to include a den or flex space, and an in-unit washer and dryer may be added. Hurricane-impact sliders and windows frame the views and fill the residence with natural light. Siesta Towers has undergone extensive improvements, including a new seawall, renovated exterior, new landscaping, rebuilt fishing and social piers, renovated pool and fencing, Garrison flood-control system, replaced electrical system and key-fob/app-controlled access. Residents also enjoy a fitness center, social room, outdoor grills, bike room and private storage.

4822 Ocean Boulevard Unit 8B, Sarasota
5302 Las Rosas, Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.

5302 Las Rosas, Sarasota
5830 Midnight Pass Road Unit 18, Sarasota
$549,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
The nicest 1-BR villa at the beautiful Jamaica Royale on Siesta Key -and- SELLER FINANCING AVAILABLE -- at the #1 Beach in America! This beautifully renovated ground floor 1-bedroom villa is offered completely turnkey furnished and has been used exclusively by the owner and maintained as a personal beach retreat. / The renovation features an impressive collection of upgrades and high-end finishes, including Crema Marfil chiseled-edge marble floors, blue quartz kitchen countertops, a striking mother-of-pearl kitchen backsplash, beautiful white shaker kitchen cabinets, and recessed lighting. The bathroom is beautifully finished in natural travertine stone with frameless glass shower doors and a hydro-flush toilet. The kitchen is equipped with brand new stainless-steel appliances, including an LG counter-depth refrigerator. Also featured are impact windows and doors, a brand-new A/C system, new Rheem 50-gallon water heater, and new Whirlpool stackable washer/dryer. The villa is furnished with brand-new furniture, including two queen beds and a 75-inch flat-screen TV. Everything is in place for your immediate personal enjoyment or rental use. / With strong demand for vacation rentals on Siesta Key, this property offers estimated rental income of $50,000–$60,000 annually, while still providing the opportunity to enjoy it personally as desired. An onsite professional rental office provides convenient year-round rental management, or owners may choose to self-manage their rentals. / Jamaica Royale is a direct oceanfront gated community, and offers an exceptional beachfront lifestyle with its private beach and powder-soft white quartz sand, direct frontage to the Gulf of Mexico's crystal-clear waters, three heated swimming pools, resort-style amenities, community gas-grills, recreational facilities, and stunning Gulf sunsets. New carports are currently anticipated for 2027. No milestone inspections. The very desirable Building 1-22 villa row offers exceptionally close and convenient beach access -and- south facing patio sunshine. / Whether you are looking for a turnkey Siesta Key beach retreat or an income-producing vacation rental, this exceptionally well-appointed completely-renovated villa combines a premier beach location, brand-new furnishings, and the flexibility to enjoy the property yourself and/or generate rental income. / This is a fantastic opportunity to own quality beachfront real estate at the #1 Beach in America. With SELLER FINANCING AVAILABLE, don’t miss this one!

5830 Midnight Pass Road Unit 18, Sarasota
1300 N Portofino Drive Unit 105, Sarasota
$399,900
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ENCLOSURE, IMPACT/HURRICANE WINDOWS!! THIS HAS IT ALL!, WALK RIGHT OUT FROM YOUR LANAI TO YOUR BOAT DOCK, HEATING SWIMMING POOL, HOT TUB, SAUNA, SHUFFLEBOARD, DOCK ON THE INTRACOASTAL FOR MEETING WITH YOUR FRIENDS, FISHING OR JUST RELAXING! SIESTA HARBOR IS IN A PRIME LOCATION ON THE KEY, WALKING DISTANCE TO SHOPS, RESTAURANTS, CATCH THE TROLLEY RIGHT OUTSIDE YOUR DOOR, BEACH ACCESS RIGHT ACROSS THE STREET TO BEAUTIFUL SIESTA KEY BEACH WITH QUARTZ CRYSTAL SAND! THIS UNIT IS HOME OR A RENTAL, UP TO YOU! MOVE RIGHT IN, NEW HVAC, TILE FLOORS, CROWN MOLDING, PLANTATION SHUTTERS, FULL GLASS ENCLOSURE ON THE LANAI THAT BRINGS IN THE SUNSHINE, WATCH THE DOLPHINS, BOATING.. EVERYTHING UPGRADED WITH THOUGHT, NO POPCORN ON THE CEILINGS, ALL REDONE! ALL UNDER $400,000! YOU DESERVE PARADISE!

1300 N Portofino Drive Unit 105, Sarasota
1328 Siesta Bayside Drive Unit 1328C, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the second floor, a townhome layout. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

1328 Siesta Bayside Drive Unit 1328C, Sarasota
9397 Midnight Pass Road Unit 506, Sarasota
$665,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
LIVE WHERE THE GULF MEETS THE BAY. Discover an extraordinary island lifestyle at The Pointe on Midnight Pass, a private, gated, waterfront community at the southernmost tip of Siesta Key, uniquely positioned at the convergence of The Gulf of America, Little Sarasota Bay, and Blind Pass Lagoon. This beautifully renovated 2-bedroom, 2-bath residence captures the rare magic of both sides of the island—wake to spectacular sunrises over Little Sarasota Bay and the Jim Neville Nature Preserve, then watch the sky transform at sunset over The Gulf. Thoughtfully updated, the residence features elegant tray ceilings and recessed lighting, solid-wood cabinetry, granite countertops, stainless-steel appliances, breakfast bar and pantry, contemporary baths with floor-to-ceiling tile, ceramic tile flooring throughout, sleek white interior doors, and sun-control shades on the lanai. A spacious lanai extends the living space outdoors, creating the perfect setting for morning coffee, sunset cocktails, or watching dolphins, manatees, seabirds and boats move through the surrounding waters. A private utility room houses the washer and dryer, while ground-level storage provides coveted space for beach, boating and golf gear. And then there is The Pointe—more than five acres of waterfront living, surrounded by water on three sides and embraced by an extensive seawall, with pathways winding throughout lush, mature tropical vegetation. Enjoy a heated pool and spa, lighted tennis and pickleball courts, fitness center, sauna, clubhouse, private island pavilion with grills, kayak and canoe storage and launches, fishing areas, boat docks, and on-site management—with a vibrant social calendar during season that brings neighbors together and makes it easy to connect, participate, or simply enjoy the island lifestyle at your own pace. The newly reopened Midnight Pass adds another extraordinary dimension, reconnecting the Gulf and Intracoastal waters and enhancing the boating, fishing and wildlife experience right outside your door. Walk or bike to Turtle Beach, enjoy nearby restaurants, or take the trolley to explore more of Siesta Key. This is not simply a condominium—it is the rare opportunity to own a front-row seat to the natural beauty, wildlife and ever-changing waters of southern Siesta Key.

9397 Midnight Pass Road Unit 506, Sarasota
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